Photos Don't Transfer Well to iPod

Okay...I have a new U2 Special Edition red and black 30G iPod with the latest version of iTunes on a Windows Vista operating system. Whenever I try to transfer photos to my iPod, it takes a very long time (up to 4-5 hours) to transfer only around 100 photos. The "Optimizing Photos" message stays up the whole time. Then when it is finished, a message pops up saying a bunch of my photos couldn't be transferred. The color on the photos that do get transferred appears distorted and messed up on my iPod, with strips of different colors lined up horizontally on my photos.
Does anyone know what's wrong? Thanks. Any help or comments are much appreciated.

Ok, update...
I've realised that when I tick sync and press apply in iTunes, it seems to uncheck the box, so when I sync the iPod it doesn't sync the pictures folder. What am I doing wrong?

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