Which order of reactions would most effectively convert trans-2-butene into 1-butene?
◦ convert to the terminal alkene in one step
◦ convert to an alkane, then to a terminal alkyne, and finally to a terminal alkene
◦ convert to the gem-dibromoalkane, then to the terminal alkyne, then to the terminal alkene
◦ shorten the chain by two carbons, then add a two-carbon alkene to the end
◦ convert to an alcohol, then to a terminal alkyne, finally to the terminal alkene