Answers to the synthesis problems are given below.  These answers have been selected as they are short and efficient, but there are probably other reasonable solutions.  Note some targets have specific stereochemistry that needs to be considered.

When planning syntheses, one should try to work backwards by functional group analysis. The diagrams show the "retrosynthesis" - the design or plan and then below that the reaction scheme step-by-step (as required in the question)

Notes: ozonolysis of cyclopentadiene would be hard to control to mono-ozonolysis.
The radical bromination could also be done after ozonolysis.

Notes: despite the simple structure, not easy....

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