I don't think people just miscalculate conjunctions. Everyone will tell you that HFFHF is less probable than H, HF, or HFF even. It's when it gets long and difference is small and the strings are quite specially crafted, errors appear. And with the scenarios, a more detailed scenario looks more plausibly a product of some deliberate reasoning, plus, existence of one detailed scenario is information about existence of other detailed scenarios leading to the same outcome (and it must be made clear in the question that we are not asking about the outcome but about everything happening precisely as scenario specifies it).
On top of that, the meaning of the word "probable" in everyday context is somewhat different - a proper study should ask people to actually make bets. All around it's not clear why people make this mistake, but it is clear that it is not some fully general failure to account for conjunctions.
edit: actually, just read the wikipedia article on the conjunction fallacy. When asking about "how many people out of 100", nobody gave a wrong answer. Which immediately implies that the understanding of "probable" has been an issue, or some other cause, but not some general failure to apply conjunctions.
There have been studies that asked people to make bets. Here's an example. It makes no difference -- subjects still arrive at fallacious conclusions. That study also goes some way towards answering your concern about ambiguity in the question. The conjunction fallacy is a pretty robust phenomenon.
Another month has passed and here is a new rationality quotes thread. The usual rules are: