No longer able to sync all photos

I own an iPhone 3G and a Macbook
I used to be able to sync all my photos to my iPhone but connected it today and it started to delete some pictures.
I hadn't deleted any from iPhoto but they were being deleted from my iPhone.
Now I can't add all my pictures, unless I do so manually.
The photos from the most recent events are all there, but the older the get, the sparser they become.
I have 3700 or so pictures but can only sync 2200.
I have plenty of space on my iPhone and had more than half the space remaining when all my pictures were on there before.
Any ideas?
Ian

Hi Ian,
Try deleting the iPod photo Cache folder and then syncing again.
http://support.apple.com/kb/TS1314
If the issue persists try rebuilding the iPhoto library.
http://support.apple.com/kb/HT2042
Jason

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