Had the Droid for 2 weeks. Worked perfectly at first. Changes on Google Calendar would automatically sync to phone calendar, and vice versa.
Then, a failed attempt to use Sync for Google Apps created a mess with Outlook that trashed my Google Calendar with thousands of duplicate events. I discontinued Sync for Apps. Not knowing how else to empty the Google Calendar, I deleted it, synced using CompanionLink, and had a clean calendar both on Outlook and Google Calendar.
But then Android stopped updating itself automatically when I add/delete/modify entries in Google Calendar. It only syncs when I do a manual sync in the Droid (Settings | Accounts | <chose the Google Account> | Sync now).
The reverse works perfectly: add/delete/modify an event on Droid and Google Calendar updates instantly.