Only THREE pages of the 23 pages of the PDF are actually 'Prisoner' road encounters (the rest being title pages, and a LOT of advertisements for other DCS product), but the 20 options provided are actually quite good.
Basically, when travelling on a reasonably good-quality road, the party meets a group of armed men escorting a cage wagon. The 20 options are variations - from encountering the wagon upside down in a ditch with whatever was in it already escaped to seeing someone they know behind bars - but each could provide at least a side-adventure if not take the whole campaign off in a different direction.
These are merely ideas, you will have to add in your own game mechanics and other details (and thus this product is not just for Pathfinder GMs!) but these ideas are interesting and thought-provoking. I'm starting to wonder when any of my groups will be in an appropriate situation for that wagon to come rolling into view.
A few spelling mistakes (it's an ANGEL not an ANGLE...) which a spot of proofreading would have caught, but otherwise a useful resource if you want to spice up the next journey your party makes.