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Since the addition of the H2O in the last step of hydroboration is anti-Markovnikov, the starting material is 1-pentyne.
The addition of H2 to C5H8 yields an alkene when a Lindlar catalyst is used. Recall that the Lindlar catalysts poisons the process so that the addition do not go on to produce an alkane.
When hydroboration is carried out on the alkene, we are told that a primary alcohol was obtained. We must note that in the last step of hydroboration, water is added in an anti- Markovnikov manner to yield the primary alcohol. Hence, the starting material must be 1-pentyne as shown in the image attached.
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