diff --git a/PluginsAndFeatures/azure-toolkit-for-intellij/azure-intellij-plugin-lib/src/main/java/com/microsoft/azure/toolkit/intellij/common/action/IntellijAzureActionManager.java b/PluginsAndFeatures/azure-toolkit-for-intellij/azure-intellij-plugin-lib/src/main/java/com/microsoft/azure/toolkit/intellij/common/action/IntellijAzureActionManager.java
index f15a377d648..1809c7dd3f7 100644
--- a/PluginsAndFeatures/azure-toolkit-for-intellij/azure-intellij-plugin-lib/src/main/java/com/microsoft/azure/toolkit/intellij/common/action/IntellijAzureActionManager.java
+++ b/PluginsAndFeatures/azure-toolkit-for-intellij/azure-intellij-plugin-lib/src/main/java/com/microsoft/azure/toolkit/intellij/common/action/IntellijAzureActionManager.java
@@ -235,7 +235,7 @@ public void update(@Nonnull AnActionEvent e) {
 
         private void addActions(List<Object> actions) {
             for (final Object raw : actions) {
-                doAddAction(raw);
+                doAddAction(raw, Constraints.LAST);
             }
         }
 
@@ -261,41 +261,50 @@ public List<Object> getActions() {
         @Override
         public void addAction(Object raw) {
             this.group.addAction(raw);
-            this.doAddAction(raw);
+            doAddAction(raw, Constraints.LAST);
         }
 
         @Override
         public void prependAction(Object action) {
-            throw new NotImplementedException();
+            this.group.prependAction(action);
+            doAddAction(action, Constraints.FIRST);
         }
 
-        public void doAddAction(Object raw) {
+        private void doAddAction(Object raw, Constraints constraints) {
+            AnAction anAction = getAction(raw);
+            if (anAction != null) {
+                this.add(anAction, constraints);
+            }
+        }
+
+        private AnAction getAction(Object raw) {
             if (raw instanceof Action.Id) {
                 raw = ((Action.Id<?>) raw).getId();
             }
-            if (raw instanceof String) {
-                final String actionId = (String) raw;
+            if (raw instanceof String actionId) {
                 if (actionId.startsWith("-")) {
                     final String title = actionId.replaceAll("-", "").trim();
                     if (StringUtils.isBlank(title)) {
-                        this.addSeparator();
+                        return Separator.create();
                     } else {
-                        this.addSeparator(title);
+                        return Separator.create(title);
                     }
                 } else if (StringUtils.isNotBlank(actionId)) {
                     final ActionManager am = ActionManager.getInstance();
                     final AnAction action = am.getAction(actionId);
                     if (action instanceof com.intellij.openapi.actionSystem.ActionGroup) {
-                        this.add(action);
+                        return action;
                     } else if (Objects.nonNull(action)) {
-                        this.add(new com.intellij.openapi.actionSystem.AnActionWrapper(action));
+                        return new com.intellij.openapi.actionSystem.AnActionWrapper(action);
                     }
                 }
             } else if (raw instanceof Action<?>) {
-                this.add(new AnActionWrapper<>((Action<?>) raw));
+                return new AnActionWrapper<>((Action<?>) raw);
             } else if (raw instanceof ActionGroup) {
-                this.add(new ActionGroupWrapper((ActionGroup) raw));
+                return new ActionGroupWrapper((ActionGroup) raw);
             }
+
+            return null;
         }
 
         public void registerCustomShortcutSetForActions(JComponent component, @Nullable Disposable disposable) {