Try starting Outlook first before connecting the IPhone and starting the
ITunes software.
But expect Outlook crashes if you synch the calendar using Outlook 2007 or
Outlook hangs with Outlook 2003 until Apple releases the new version of the
ITunes calendar synch addin. I worked with them to fix all their many
Outlook bugs but the new version hasn't been released yet. Until then either
don't synch the calendar (contacts are OK) or expect many crashes and/or
hangs in Outlook.
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