I realize there has been a few other forum posts regarding dropbox sync not working and the solution to disable dropbox syncing in preferences and then reenable.
This works, however the same problem returns once my mac is restarted.
This folder should reset itself every three days, though in cases where your Dropbox application is experiencing a conflict, you may not want to wait for the problem to resolve itself.
Deleting your Dropbox cache can free up plenty of disk space and resolve sync issues.
If wiping out the cache doesn’t clear the jam, you might consider quitting the Dropbox application and relaunching it.
Should that fail to work, rebooting your computer would be a reasonable next step.
The vast majority of home networks out there don’t run through a proxy.
There have been times when I’ve forgotten I had that on, and wondered why a specific folder wasn’t appearing in my PC’s directories.Deleting your Dropbox cache on OS X is very much like it is in Windows. Not all sync issues are caused by conflicts in the cache.All you really need to do is find the hidden cache folder and delete the contents. Some of them may be the result of problems within your own network, or your computer.But the syncing on the i Phone (haven't tested it on my i Pad or Windows box yet) is a concern. Dropbox is an application that creates a special Finder folder that automatically syncs online and between your computers.