Consider the dehydration of the following molecule with conc. $\ce{H2SO4}$ at $443 \text K$:

The possible products are:
The first one is the Zaitsev product and the second one Hofmann product.
Which compound is the major product?
There are 2 factors to consider here:
- Zaitsev product is more stable than Hofmann product due to hyperconjugation
- Anti elimination is more favorable than syn elimination due to steric requirements
Obviously both the factors clash with each other, so I couldn't come to a definite conclusion. Can you help me out?