Choose the sequence of steps that describes the best synthesis of 1-butene from ethanol:

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(i) NaC≡CH; (ii) H2, Lindlar Pd

(i) NaC≡CH; (ii) Na,NH3

(i) HBr, heat; (ii) NaC≡CH; (iii) H2, Lindlar catalyst

(i) HBr, heat; (ii) KOCCH33,DMSO; (iii) NaC≡CH; (iv) H2, Lindlar catalyst

answer is C.

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