diff --git a/.github/workflows/update-generator.yml b/.github/workflows/update-generator.yml
new file mode 100644
index 000000000..6112ca8ee
--- /dev/null
+++ b/.github/workflows/update-generator.yml
@@ -0,0 +1,75 @@
+name: Update TypeSpec Generator Version
+
+on:
+  schedule:
+    # Run weekly on Mondays at 9 AM UTC
+    - cron: '0 9 * * 1'
+  workflow_dispatch:
+    # Allow manual triggering
+  repository_dispatch:
+    # Allow triggering from TypeSpec repository on new releases
+    types: [typespec-release]
+
+jobs:
+  update-generator:
+    runs-on: ubuntu-latest
+    permissions:
+      contents: write
+      pull-requests: write
+    
+    steps:
+      - name: Checkout code
+        uses: actions/checkout@v4
+        with:
+          token: ${{ secrets.GITHUB_TOKEN }}
+          
+      - name: Setup Node.js
+        uses: actions/setup-node@v4
+        with:
+          node-version: '22.x'
+          
+      - name: Setup .NET
+        uses: actions/setup-dotnet@v4
+        with:
+          dotnet-version: 8.x
+          
+      - name: Check for generator updates
+        id: check-updates
+        run: |
+          # Get current version from the OpenAI package.json file
+          CURRENT_VERSION=$(node -p "require('.codegen/package.json').dependencies['@typespec/http-client-csharp']" 2>/dev/null || echo "unknown")
+          
+          echo "Current OpenAI version: $CURRENT_VERSION"
+          
+          # Get latest version from npm registry
+          LATEST_VERSION=$(npm view @typespec/http-client-csharp version 2>/dev/null || echo "unknown")
+          echo "Latest version from npm: $LATEST_VERSION"
+          
+          # Validate we got valid versions
+          if [ "$CURRENT_VERSION" = "unknown" ] || [ "$LATEST_VERSION" = "unknown" ]; then
+            echo "Error: Failed to get version information"
+            echo "Current: $CURRENT_VERSION, Latest: $LATEST_VERSION"
+            exit 1
+          fi
+          
+          # Compare versions (simple string comparison for alpha versions)
+          if [ "$CURRENT_VERSION" != "$LATEST_VERSION" ]; then
+            echo "Update needed: $CURRENT_VERSION -> $LATEST_VERSION"
+            echo "needs-update=true" >> $GITHUB_OUTPUT
+            echo "current-version=$CURRENT_VERSION" >> $GITHUB_OUTPUT
+            echo "latest-version=$LATEST_VERSION" >> $GITHUB_OUTPUT
+          else
+            echo "No update needed - already at latest version: $CURRENT_VERSION"
+            echo "needs-update=false" >> $GITHUB_OUTPUT
+          fi
+          
+      - name: Update generator version and create PR
+        if: steps.check-updates.outputs.needs-update == 'true'
+        run: |
+          LATEST_VERSION="${{ steps.check-updates.outputs.latest-version }}"
+          
+          # Use the PowerShell script to handle the entire update process (following TypeSpec pattern)
+          pwsh ./scripts/Submit-GeneratorUpdatePr.ps1 \
+            -PackageVersion "$LATEST_VERSION" \
+            -AuthToken "${{ secrets.GITHUB_TOKEN }}" \
+            -RepoPath "."
diff --git a/scripts/Submit-GeneratorUpdatePr.ps1 b/scripts/Submit-GeneratorUpdatePr.ps1
new file mode 100644
index 000000000..b6d9cec6d
--- /dev/null
+++ b/scripts/Submit-GeneratorUpdatePr.ps1
@@ -0,0 +1,226 @@
+#!/usr/bin/env pwsh
+
+<#
+.DESCRIPTION
+Creates a pull request to update the @typespec/http-client-csharp dependency in the OpenAI SDK for .NET repository.
+This script follows the pattern used by the TypeSpec repository for creating PRs in downstream repositories.
+
+.PARAMETER PackageVersion
+The version of the @typespec/http-client-csharp package to update to.
+
+.PARAMETER AuthToken
+A GitHub personal access token for authentication.
+
+.PARAMETER BranchName
+The name of the branch to create in the repository.
+
+.PARAMETER RepoPath
+The path to the local repository. Defaults to current directory.
+
+.EXAMPLE
+# Update to a specific version
+./Submit-GeneratorUpdatePr.ps1 -PackageVersion "1.0.0-alpha.20250625.4" -AuthToken "ghp_xxxx"
+#>
+[CmdletBinding(SupportsShouldProcess = $true)]
+param(
+  [Parameter(Mandatory = $true)]
+  [string]$PackageVersion,
+
+  [Parameter(Mandatory = $true)]
+  [string]$AuthToken,
+
+  [Parameter(Mandatory = $false)]
+  [string]$BranchName = "typespec/update-http-client-csharp-$PackageVersion",
+
+  [Parameter(Mandatory = $false)]
+  [string]$RepoPath = "."
+)
+
+# Set up variables for the PR
+$RepoOwner = "openai"
+$RepoName = "openai-dotnet"
+$BaseBranch = "main"
+$PRBranch = $BranchName
+
+function Write-Log {
+    param([string]$Message)
+    Write-Host "$(Get-Date -Format 'yyyy-MM-dd HH:mm:ss'): $Message" -ForegroundColor Green
+}
+
+function Write-Warning-Log {
+    param([string]$Message)
+    Write-Host "$(Get-Date -Format 'yyyy-MM-dd HH:mm:ss'): WARNING: $Message" -ForegroundColor Yellow
+}
+
+function Write-Error-Log {
+    param([string]$Message)
+    Write-Host "$(Get-Date -Format 'yyyy-MM-dd HH:mm:ss'): ERROR: $Message" -ForegroundColor Red
+}
+
+Write-Log "Starting TypeSpec generator update process"
+Write-Log "Target version: $PackageVersion"
+Write-Log "Repository: $RepoOwner/$RepoName"
+Write-Log "Branch: $PRBranch"
+
+try {
+    Push-Location $RepoPath
+
+    # Get current version from package.json files
+    $openAiPackageJsonPath = "codegen/package.json"
+    
+    if (-not (Test-Path $openAiPackageJsonPath)) {
+        throw "OpenAI package.json not found at: $openAiPackageJsonPath"
+    }
+    
+    # Read current versions
+    $openAiPackageJson = Get-Content $openAiPackageJsonPath -Raw | ConvertFrom-Json
+    
+    $currentVersion = $openAiPackageJson.dependencies.'@typespec/http-client-csharp'
+    
+    Write-Log "Current OpenAI version: $currentVersion"
+    
+    # Check if update is needed
+    if ($currentVersion -eq $PackageVersion) {
+        Write-Log "No update needed. Already at version: $PackageVersion"
+        return
+    }
+    
+    Write-Log "Update needed: $currentVersion -> $PackageVersion"
+    
+    # Create a new branch
+    Write-Log "Creating branch: $PRBranch"
+    git checkout -b $PRBranch
+    if ($LASTEXITCODE -ne 0) {
+        throw "Failed to create branch: $PRBranch"
+    }
+    
+    # Update OpenAI package.json
+    Write-Log "Updating OpenAI package.json"
+    $openAiPackageJson.dependencies.'@typespec/http-client-csharp' = $PackageVersion
+    $openAiPackageJson | ConvertTo-Json -Depth 10 | Set-Content -Path $openAiPackageJsonPath
+
+    # Update Microsoft.TypeSpec.Generator.ClientModel version in csproj files
+    $openAiCsprojPath = "codegen/generator/src/OpenAI.Library.Plugin.csproj"
+    
+    Write-Log "Updating Microsoft.TypeSpec.Generator.ClientModel version in csproj files"
+    
+    # Update OpenAI csproj
+    if (Test-Path $openAiCsprojPath) {
+        $openAiCsproj = Get-Content $openAiCsprojPath -Raw
+        $openAiCsproj = $openAiCsproj -replace '(<PackageReference Include="Microsoft\.TypeSpec\.Generator\.ClientModel" Version=")[^"]*(")', "`${1}$PackageVersion`${2}"
+        Set-Content -Path $openAiCsprojPath -Value $openAiCsproj
+        Write-Log "Updated OpenAI csproj: $openAiCsprojPath"
+    } else {
+        Write-Warning-Log "OpenAI csproj not found at: $openAiCsprojPath"
+    }
+    
+    # Install dependencies from codegen directory (using workspaces)
+    Write-Log "Installing dependencies from codegen directory (using npm workspaces)"
+    Push-Location "codegen"
+    npm install
+    if ($LASTEXITCODE -ne 0) {
+        throw "npm install failed"
+    }
+    
+    # Build OpenAI plugin
+    Write-Log "Building OpenAI plugin"
+    npm run clean && npm run build
+    if ($LASTEXITCODE -ne 0) {
+        Write-Warning-Log "OpenAI plugin build failed, but continuing..."
+    }
+    Pop-Location
+    
+    # Regenerate OpenAI SDK code
+    Write-Log "Regenerating OpenAI SDK code"
+    Push-Location "."
+    try {
+        pwsh scripts/Invoke-CodeGen.ps1
+    } catch {
+        Write-Warning-Log "OpenAI code generation failed: $_"
+    }
+    Pop-Location
+    
+    # Check if there are changes to commit
+    $gitStatus = git status --porcelain
+    if (-not $gitStatus) {
+        Write-Log "No changes detected. Skipping commit and PR creation."
+        return
+    }
+    
+    # Configure git
+    git config --local user.email "action@github.com"
+    git config --local user.name "GitHub Action"
+    
+    # Add and commit changes
+    Write-Log "Adding and committing changes"
+    git add codegen/package.json
+    git add codegen/generator/src/OpenAI.Library.Plugin.csproj
+    git add package-lock.json
+    git add ./ # Add any generated code changes
+    
+    $commitMessage = @"
+Update @typespec/http-client-csharp to $PackageVersion
+
+- Updated @typespec/http-client-csharp from $currentVersion to $PackageVersion
+- Updated Microsoft.TypeSpec.Generator.ClientModel from $currentVersion to $PackageVersion
+- Regenerated OpenAI SDK code with new generator version
+- Updated centrally managed package-lock.json file with new dependency versions
+"@
+    
+    git commit -m $commitMessage
+    if ($LASTEXITCODE -ne 0) {
+        throw "Failed to commit changes"
+    }
+    
+    # Push the branch
+    Write-Log "Pushing branch to remote"
+    git push origin $PRBranch
+    if ($LASTEXITCODE -ne 0) {
+        throw "Failed to push branch"
+    }
+    
+    # Create PR using GitHub CLI
+    Write-Log "Creating PR using GitHub CLI"
+    $env:GH_TOKEN = $AuthToken
+    
+    $prTitle = "Update @typespec/http-client-csharp to $PackageVersion"
+    $prBody = @"
+This PR automatically updates the TypeSpec HTTP client C# generator version and regenerates the SDK code.
+
+## Changes
+- Updated ``@typespec/http-client-csharp`` from ``$currentVersion`` to ``$PackageVersion``
+- Updated ``Microsoft.TypeSpec.Generator.ClientModel`` from ``$currentVersion`` to ``$PackageVersion``
+- Updated OpenAI plugin package.json file
+- Updated OpenAI plugin csproj file
+- Regenerated OpenAI SDK code using the new generator version
+- Updated centrally managed package-lock.json file with new dependency versions
+
+## Details
+- Generator package: [@typespec/http-client-csharp](https://www.npmjs.com/package/@typespec/http-client-csharp)
+- Version update: ``$currentVersion`` → ``$PackageVersion``
+
+## Testing
+Please run the existing test suites to ensure the generated code works correctly:
+- Build and test the OpenAI SDK
+- Verify API compatibility and functionality
+
+## Notes
+This PR was created automatically by the **Update TypeSpec Generator Version** workflow. The workflow runs weekly and when manually triggered to keep the generator version current with the latest TypeSpec improvements and fixes.
+
+If there are any issues with the generated code, please review the [TypeSpec release notes](https://github.com/microsoft/typespec/releases) for breaking changes or new features that may require manual adjustments.
+"@
+    
+    $prUrl = gh pr create --title $prTitle --body $prBody --base $BaseBranch --head $PRBranch 2>&1
+    
+    if ($LASTEXITCODE -ne 0) {
+        throw "Failed to create PR using gh CLI: $prUrl"
+    }
+    
+    Write-Log "Successfully created PR: $prUrl"
+    
+} catch {
+    Write-Error-Log "Error creating PR: $_"
+    exit 1
+} finally {
+    Pop-Location
+}