I'm also struggling with part 2. At the moment I am following the path and in each place I look if can connect with an earlier part of the path to the right by placing an obstacle, but without cutting off another earlier part of the path with that obstacle. I have indexes for each path location to see where in the path they first appear.
However at the moment I still have a bug counting too many possibilities. Any other ideas?
Yeah something like that happend for me too, and later I counted too little because it would not recognise some possible solutions. Finally I solved it by just walking along the path and at each location put an obstacle in front of it and then check if the changed map results in a path enters longer than 10000 steps. Not pretty but at least it lead to the right result with a runtime of ~3 seconds. I would have saved a lot of time if I had tried the "brute force" way before, so I guess lesson learned.