Draw the alcohol starting material needed to produce the following alkyl bromide under the conditions shown. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers.

$$ \mathrm{PBr}_{3} $ DMF$

Draw the alcohol starting material needed to produce the following alkyl bromide under the conditions shown. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers, $PBr_{3}$ DMF

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Draw the alcohol starting material needed to produce the following alkyl bromide under the conditions shown. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers.

$$ \mathrm{PBr}_{3} $ DMF$

Draw the alcohol starting material needed to produce the following alkyl bromide under the conditions shown. Use a dash or wedge bond to indicate stereochemistry of substituents on asymmetric centers,

PBr_{3}

DMF

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