IPhone 3G loses calendar entries on sync

I'm synching my Iphone 3G (software 2.1) over ITunes 8 with Outlook 2002 on a PC running XP.
Here's the problem: it syncs fine when there's a new entry on either the phone or the desktop, but if there's are new entries on both then the entry on the phone disappears completely - from both the phone and the computer.
In ITunes I have nothing checked under 'advanced' in info.

Humm, it sounds like it's set to update to the latest version, rather than synchronize. Under info, ensure that Calendars are set to Sync calendars with Outlook.
If it's already set to this (and it probaby is), try deselecting this, sync, restart both the computer and the phone, go back and reselect the option and try again.
I had a similar problem, and by ensuring that my laptop had the most recent data on it, then forcing it to overwrite the phone (Advanced section, as you noted in your message), and then resetting the sync as noted above it 'healed'.
Goo luck
coop

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