How to sync mail between PC and Mac
My first instinct is to suggest using IMAP and just keeping all your mail etc on the server. Then it is as simple as using Thunderbird or another Mac compatible mail client up to date with your email accounts.

However, I am assuming you have a reason to not go this route. An alternative would be to use Outlook for Mac if you're familiar with Outlook and wish to keep using it (and are okay with shelling out a little bit of money for it). I would like to believe that Microsoft kept compatibility with pst files alive in the transition.