If you take $w\in C^\infty([0,T])$, then the endpoint map depends smoothly on $w, a, b$.
This is most easily seen using convenient calculus: am mapping is smooth if it maps smooth curves to smooth curves, and the space of smooth curves in $C^\infty([0,T])$ is just 
$C^\infty(\mathbb R\times [0,T])$. So the result follows from smooth depended of solutions of ODE on one further parameter. See
[this Wikipedia page][1] and literature cited there.

For $L^2([0, T])$ one has to work harder to show smoothness.


  [1]: https://en.wikipedia.org/wiki/Convenient_vector_space#Regular_Lie_groups