What does the cryptic crossword clue "Poor US singer way ahead of what Jay-Z did? (4-8)" mean?

The definition is "Poor". The wordplay uses a charade (building blocks). CASH (synonym="”US singer”") + ST (synonym="street, “way”") + RAPPED (synonym="”what Jay-Z did?”") = CASHSTRAPPED; definition: "Poor" The answer is CASHSTRAPPED.

Poor US singer way ahead of what Jay-Z did? (4-8)

Guardian Cryptic #29496 | 10 Down | 2024-09-24 flower

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