One way to do it..
1) scan all documents as jpgs
2) use irfanview ( it has batch conversion/resize) to reduce the file size by resizing them to 1024x resolution ( you dont need to mention the other dimension as it maintains aspect ratio.
3) install pdf995 software
4) make sure all your documents/ images are named such a way that they are in the right order.
5) select all and right click and print. Select pdf995 as printer. Choose portrait and give a file name. The target file should be less than 4mb for cic uploads.
I am sure there are many other ways.