The method of retrosynthetic analysis is very effective, but it requires a great knowledge of chemical compounds, classes of compounds, chemical reactions, reaction conditions etc.
Thus, if we form two Br bonds to each of the carbons, we can then form the alkyne from 1,2-dibromo-3,3dimethylbutane.
In the forward reaction, we can do this with a strong base such as sodium ethoxide (Na OEt) in ethanol to form the alkyne. To do this, we would have to carry out an addition reaction.
The idea of working backwards from final target molecule to starting materials (usually via one or more intermediates) when designing a synthesis.
The development of this thought process is widely attributed to E. Corey of Harvard University, who was awarded the 1990 Nobel Prize in Chemistry.