Let $S$ be an orientable compact closed surface. Fix a base point $x \in S$ . Then given a homeomorphism $f : S \to S$, we have an induced isomorphism $f_\ast : \pi_1(S, x) \to \pi_1(S,f(x))$. By choosing an arc $\alpha$ from $x$ to $f(x)$, we obtain an automorphism $\alpha_\sharp \circ f_\ast : \pi_1(S, x) \to \pi_1(S, x)$. Different choices of this arc $\alpha$ result in different automorphisms of $\pi_1(S,x)$ however if a different arc $\alpha'$ is chosen then the two resulting automorphisms differ by conjugation by the loop given by $\alpha$ and $\alpha'$. Therefore, we have a homomorphism $$ \text{Homeo}(S) \to \text{Out}(\pi_1(S,x)) $$ which the Dehn-Nielson-Baer theorem says is an isomorphism.
My question is this: given an automorphism $f : \pi_1(S,x) \to \pi_1(S,x)$ does there exist a base point preserving homeomorphism $F : (S,x) \to (S,x)$ where $F$ induces $f$ ??