Which sequence of reactions is expected to produce the product below as the final, and major, organic product?
?
O 1. HC?CH, NaNH$_2$; 2. CH$_3$CH$_2$CH$_2$Br; 3. Aqueous H$_2$SO$_4$, HgSO$_4$; 4. Br$_2$, hv, 5. NaOEt; 6. Br$_2$, CCl$_4$; 7. NaNH$_2$; 8. H$_2$O
O 1. CH$_3$C?CH, NaNH$_2$; 2. CH$_3$CH$_2$Br; 3. Disisamylborane; 4. H$_2$O$_2$, NaOH, 5. Br$_2$, CCl$_4$; 6. NaNH$_2$
O 1. CH$_3$CH$_2$Br, NaNH$_2$; 2. CH$_3$C?CH; 3. O$_3$; 4. H$_2$O
O 1. CH$_3$C?CH, NaNH$_2$: 2. (CH$_3$)$_2$CHCH$_2$Br; 3. BH$_3$•THF; 4. H$_2$O$_2$, NaOH; 5. NaNH$_2$; 6. H$_2$O; 7. Br$_2$, hv, 8. NaOEt
O 1. (CH$_3$)$_2$CHCH$_2$Br, NaNH$_2$; 2. HC?CH; 3. 9-BBN; 4. H$_2$O$_2$, NaOH; 5. Br$_2$, CCl$_4$