The most common and most likely answer to this crossword clue is the 8 letter word TRILEMMA
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More clues leading to the result TRILEMMA
Buddy explains!

The straight part
We know that "Quandary" is the straight/definition part of the clue. The straight part is often a synonym or definition, in this case quandary = trilemma.The cryptic/wordplay part
In cryptic crossword there's often an wordplay/cryptic part as well.This part involves a more complex hint, such as an anagram, homophone, hidden word, etc.
Sadly, We don't have an explanation for this specific crossword clue yet.
What does TRILEMMA mean?
TRILEMMA noun- A circumstance in which a choice must be made between three options that seem equally undesirable or, put another way, in which a choice must be made among three desirable options, only two of which are possible at the same time.
- An argument containing three alternatives, jointly exhaustive either under any condition(s) or under all condition(s) consistent with the universe of discourse of that argument, that each imply the same conclusion.