Syncing Mac with Outlook through Palm

My wife is a switcher and I am trying to set her up with a three way sync between her Mac and work PC with a Palm OS device in between. The only problem so far is the email fields. The Mac address book fields for email addresses can be labeled work and home. They are transferred by Mark/Space's missing sync to the Palm in fields labeled "work" and "home". Using PocketMirror on the PC, they are mapped from the palm to Outlook as "work" and "home" telephone numbers.
I know from my research that the palm simply has 5 fields for telephone and emails listings and PocketMirror must map all "work" and "home" fields as telephone numbers (while missing sync treats any entry with an @ in it as an email address and handles it accordingly).
Ideally, I will find a better sync option on the PC end that map home and work email address correctly (I am looking), but I would consider any alternative.
Would Entourage work any differently? I suspect not. Is there any way to do this using Palm desktop or a pre sync services setup on the mac but still have .mac syncing?
Would a Pocket PC device allow for more advanced handling of email addresses?
No way (yet) to sync Outlook to .Mac?
What about other web based syncing such as Plaxo?
Any suggestions would be greatly appreciated
macBook    
MacBook   Mac OS X (10.4.8)  
MacBook   Mac OS X (10.4.8)  

Yes. This is possible if I am understanding correctly.
You can have multiple email accounts set up on your iPhone (only one Exchange account though) as well as having multiple calendars and separate calendars.
So, for example, you can get your Exchange email and calendar from your Windows PC and get your Mac items (calendar, iTunes, email, etc) from your Mac.
Just go to Settings: Mail, Contacts, Calendar and add your accounts.
The calendars that you sync to your iPhone can be viewed as combined or single calendars.
Have you already set up your email accounts? Perhaps post some information to let people know what stage you are at and then we can go from there.
Thank you.

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