Which word best describes a situation that is troublesome or causes a dilemma?

The term "problematic" is best suited to describe a situation that is troublesome or causes a dilemma. This word directly conveys the essence of encountering issues or complications that may require resolution or careful consideration. When a situation is labeled as problematic, it clearly indicates that there are obstacles, challenges, or ethical dilemmas involved that need to be navigated.

In contrast, the other options do not align with this meaning. "Prodigal" refers to someone who spends resources recklessly or extravagantly, which does not inherently relate to dilemmas or troublesome situations. "Pretentious" describes someone who puts on an appearance of greater importance or talent, and is more about social behavior than about presenting a dilemma. "Pretext" refers to a reason given in justification of a course of action that is not the real reason, which also doesn’t encapsulate the idea of being troublesome by itself. Thus, "problematic" clearly stands out as the most appropriate descriptor for a situation causing trouble or a dilemma.