How can I get the iPad to sync Outlook 2010 in Parallels via iTunes?

Hi
I want to be able to sync my iPad with both iCal on the iMac and Outlook 2010 in Microsoft Office 2010, installed in Parallels 7.  What happens is that when I connect the iPad to the iMac (USB) it syncs directly with iCal via iTunes.  How can I get the iPad to sync Outlook 2010 in Parallels via iTunes as well?  Do I have to download and install another copy of iTunes in Windows 7 in Parallels?
Appreciate your help.
Kind regards
Alani

Don't think that's possible as iOS devices can only be synced to one iTunes library at a time.
Is there a specific reason you're using Outlook?

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