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The problem exists in one of two places, either on your PC or on your PPC; as we're not getting any indication of which of the two is the culprit it's a case of trying to fix the problem on each in turn to see where the problem lies.
On your PC - If you're happy that Outlook on your PPC is up-to-date, then search for & delete the *.pst file on your PC (actually, as another member pointed out, it would be safer just cutting & pasting it to another directory), then open Outlook - Oulook will realise there's no *.pst file & so will create one from scratch, leaving you with a 'brand new' account. Then just sync with your PPC & everything will be loaded back into Outlook on your PC.
On your PPC - Again, you will need to clear the data off your PPC & then sync with your PC to drag everything back across. Pocket Informant has an option for deleting calendar data - click on the coloured ball on the bottom bar, select "Utilities..." & then tap on "Delete All Appointments" (Before doing this I would be tempted to do a full backup, just in case...)
Try one of the above options first to see if that resolves it - if not then try the other option (it doesn't matter which one you try first). Hope that helps, & let us know how you get on.
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