syncing images to pc & back to iphone

Hey there I have a bit of a dilemma. I want to do this:

1. sync images from my iphone to my pc
2. run jpegmini on the images that are now on my pc from my phone
3. replace the existing images on the iphone and icloud with the new smaller compressed images to save space and avoid cloud conflicts with the same files with different file sizes

Surely this probably isn't as straight-forward as those steps above, right? Any feedback on what to do differently than the above or should I just stick with the above?

I use iFunbox To sync my iPhone to my PC. It works like a charm check it out. All you posted you can do with iFunbox.