allow_cowork_file_delete tool returns "Permission denied" without showing permission dialog

Preflight Checklist

• [x] I have searched existing issues and this hasn't been reported yet
• [x] This is a single bug report (please file separate reports for different bugs)
• [x] I am using the latest version of Claude Code

What's Wrong?

Title: allow_cowork_file_delete tool returns "Permission denied" without showing permission dialog
Description:
When Zowie (Claude in Cowork mode) calls the allow_cowork_file_delete tool to request permission to delete a file or folder, the tool silently returns "Permission denied" without ever showing a permission popup/dialog to the user.
Expected behavior: A permission dialog appears asking the user to Allow or Deny the delete operation.
Actual behavior: The tool returns Permission to use mcp__cowork__allow_cowork_file_delete has been denied immediately, with no dialog shown to the user.
Steps to reproduce:

Open Cowork (Claude Desktop app)
Ask Claude to delete a file or folder in the mounted workspace folder
Claude calls allow_cowork_file_delete with the file path
No dialog appears — tool returns denied silently

Environment:

App: Claude Desktop (Cowork mode)
OS: macOS
Workspace folder: pCloud Drive (mounted)

Impact: Files cannot be deleted via Claude in Cowork. Workaround is manual deletion in Finder.

What Should Happen?

When Claude calls allow_cowork_file_delete, a permission dialog should appear in the Claude Desktop app asking the user to confirm or deny the deletion. The user should be able to click "Allow" to proceed or "Deny" to cancel. Only after the user clicks "Allow" should the file or folder be deleted.

Error Messages/Logs

Steps to Reproduce

Voor het "Steps to Reproduce" veld:

1. Open Claude Desktop app in Cowork mode
2. Mount a workspace folder (in this case: pCloud Drive)
3. Ask Claude to delete a file or folder inside the mounted folder
4. Claude calls the allow_cowork_file_delete tool with the file path
5. No permission dialog appears — tool immediately returns "Permission denied"

Claude Model

Not sure / Multiple models

Is this a regression?

Yes, this worked in a previous version

Last Working Version

_No response_

Claude Code Version

Claude 1.1617.0 (8d6345) 2026-04-09T16:10:15.000Z

Platform

Anthropic API

Operating System

macOS

Terminal/Shell

Terminal.app (macOS)

Additional Information

_No response_