It is a big problem I made it my main goal to get Larian to fix. In short, I feel like Larian gives you choices but don't care about making them work
Sounds just like a fairly typical scripting bug, actually.
It is a bug only if there is a conversation that is not triggered. I doubt such a conversation exists. I wrote about it in the link I gave, but I'm also working on a new more up to date and organized thread. stay tuned.