Heating of Ethers with HI and Cleavage of Ethers
Your ether has $\ce{CH2}$ groups at both sides of the oxygen atom. 

I would exclude a $S_N1$ reaction here! Instead, cleavage of the ether proceeds via $S_N2$. The oxonium ion resulting from addition of a proton is attacked by iodide at the least hindered carbon atom. Iodide is quite big ;-)