Nokia offers some utilitites for all major platforms, see here:
http://store.ovi.com/content/2752?clickSource=search&pos=1
For my wife’s Nokia Classic, I purchased a conduit from novamedia.de, which seems to have worked fine.
There are other apps, google for it.
I think there are direct solutions, no need to work via a virtual Windows machine, the only test I can do is with Nokia Classic.
P.S. syncMate seems to cover many needs. There is a free version and a commercial pro version:
http://mac.eltima.com/sync-mac.html
P.S. 2
See also here:
http://download.cnet.com/mac/data-transfer-sync-software/3150-18511_4-0.html