Will the following reaction give a racemic mixture or not?

[![enter image description here](https://i.stack.imgur.com/lz3Ng.jpg)](https://i.stack.imgur.com/lz3Ng.jpg)

According to me, it should give. But my teacher disagrees, but I cannot understand the reasons he gave. Shouldn't there be equal approaches from above and below the molecules?

I am confused when he says that the adjacent 3° Carbon can change its configuration too.

**Update**

Original question:-

[![enter image description here](https://i.stack.imgur.com/78Mtn.jpg)](https://i.stack.imgur.com/78Mtn.jpg)

Solution provided:-

[![enter image description here](https://i.stack.imgur.com/X5mdW.jpg)](https://i.stack.imgur.com/X5mdW.jpg)