After installing a new version of SSMS you may need to reinstall the plug-ins (SQL Prompt, SQL Source Control, SQL Test, SQL Search) if they no longer appear in the menu bar.
1. From Control Panel, uninstall the tool needed in the new SSMS install
Note: SQL Prompt is not supported in SSMS 2008 R2
Reinstalling a bundle after upgrading SSMS
You can find your bundle installer on your invoice or by logging into the customer portal.
Once you've installed your bundle you'll need to activate your license. This will take you out of the trial period into licensed mode and enable you to use the full versions.
If your license is supported you're entitled to the latest and most up to date versions of the tools in your bundle.