Let $Y$ be an integrable nonnegative random random variable on some probability space $X$, and Let $F:[0,\infty) \to \mathbb R$ be a continuous function.
Suppose that $F(Y) \in L^1(X)$. (I am fine with assuming $Y$ is bounded as well).
Do there always exist simple functions $Y_n \ge 0$ on $X$ such that
$$ E(Y)=\lim_{n \to \infty} E(Y_n), E(F(Y))=\lim_{n \to \infty} E(F(Y_n)) $$ both hold simultaneously?
Taking $Y_n$to be increasing, we get the first equality, due to the monotone convergence theorem. But if $F$ is not increasing, then $F(Y_n)$ won't necessarily be increasing.
Under the assumption $Y$ is bounded: There exists a positive real $M$ such that $0\le Y \le M$ on $X.$ Let $Y_n$ be the usual simple functions approximating $Y.$ We then have $0\le Y_n\le M$ for all $X.$ Furthermore, $Y_n\to Y$ uniformly on $X;$ this you will recall holds because $Y$ is bounded. Now $F$ is uniformly continuus on $[0,M],$ and from this it follows that $F\circ Y_n\to F\circ Y$ uniformly on $X.$ The measure on $X$ is finite and the result follows.