Unable to Export photos from iPhoto to iPhone

Hello! I'm a new first time iMac owner and have had some major difficulties with the syncing of my iPhone. Not the usual, "I'm a newbie user" stuff, but the kind of thing even the Apple support team had trouble diagnosing.
First, I was unable to sync music that had been exported via external hard drive from my PC to a Mac. The unusual part was that when I tried to sync it simply added the 15 g of music on top of the already existing 15 g on the phone. No go. Even add a few individual albums simply added them. Artwork wasn't coming over etc., as well. the finally simply restored my phone erasing everything. Well, that fixed the music problem but I now left with another, similar issue.
My photos which were imported to iPhoto in the first sync are not syncing to the phone. It appears that the photos are coming over according to the capacity decrease shown on the phone but no pictures show up on the phone. If I sync again it simply adds the amount to the phone again, and again, every time I sync just like the music was doing. If I take a picture with the phone it syncs fine, but if I sync 'all' photos it simply adds it to what it thinks is already on the phone.
Does this make sense? Any ideas?
I'd appreciate any assistance available out there, this is the last hurdle before I'm done messing around with installation and can get down to enjoying the new iMac.
Thanks,
Patrick

Yes... Give us some more details
- What version of iPhoto.
- What version of the Operating System.
- Details. As full a description of the problem as you can. For example, if you have a problem with exporting, then explain by describing how you are trying to export, and so on.
- History: Is this going on long? Has anything been installed or deleted? - Are there error messages? ANd give us the exact error message, please.
- What steps have you tried already to solve the issue.
- Anything unusual about your set up? Or how you use iPhoto?
Anything else you can think of that might help someone understand the problem you have.

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