Rewind unavailable (no /rewind, Esc-Esc does nothing) in Desktop for terminal-originated sessions

Bug

Rewind is completely unavailable in Claude Desktop for sessions that were started in the Claude Code CLI (terminal) and then brought into / controlled from Desktop (e.g. via remote-control / /rc). In these sessions:

• /rewind does not appear in the slash-command menu, and
• pressing Esc-Esc does nothing.

Sessions started natively in the Desktop Code tab rewind normally (both /rewind and Esc-Esc work). So the rewind UI is only missing for CLI-originated sessions viewed in Desktop.

This is related to but distinct from #48955: there, the rewind picker opens and then fails on a CLI-origin message. Here, the rewind affordance is never offered at all.

Steps to Reproduce

1. Start a session in the Claude Code CLI (terminal): claude
2. Send a few messages with tool use (file edits, bash, etc.)
3. Bring the session into Claude Desktop (remote-control / /rc, viewing it in the Code tab)
4. In the Desktop Code tab, open the slash-command menu and/or press Esc-Esc

Expected Behavior

/rewind appears in the slash menu and Esc-Esc opens the rewind menu, the same as for Desktop-native sessions.

Actual Behavior

• /rewind is absent from the slash-command list.
• Esc-Esc does nothing.
• Rewind is effectively unavailable for the entire CLI-originated session.

Ruled Out

The following were checked and are not the cause:

• In the Code tab (not Chat).
• CLAUDE_CODE_DISABLE_FILE_CHECKPOINTING is unset/empty.
• cleanupPeriodDays is unset in ~/.claude/settings.json.
• Machine is not enterprise-managed.
• Standard local APFS filesystem.
• A brand-new Desktop-native Code session on the same machine rewinds fine.

Environment

• Claude Desktop v1.18286.0 (macOS, Apple Silicon)
• Claude Code CLI 2.1.201
• macOS 26.4.1 (build 25E253)
• Workflow: CLI session → brought into Desktop (remote-control / /rc) → rewind unavailable