Efficient way to replace footage

Hey there,

I was using Premiere to mix photos with live footage and did a preliminary comp. After approval, I edited the images and exported them, replacing the ones previously used for the Premiere project.

Now I have to click on every single image I edited (filenames are exactly the same), "replace footage", go through 8 levels of folders (I copied the path to save that extra hour) to exactly the file that is, pretty much, part of the project anyway.

1) is there a more intelligent way to batch replace lots of different footage files, like images?

2) probably a Windows thing, but why won't it remember the folder and instead always goes back to the video folder? 

There must be a smarter way, delete the cache?