Having played around with Wolfram Alpha, I find the following improper integral:
$$\int_0^{\infty} \frac{(\sin x)^2}{x^2-\pi ^2} dx=-\frac1{2\pi}\tag{1} $$
(See also the Wolfram Alpha snapshot below.)
But I don't know how to prove this result. Without the singularity at $x=\pi$, there have been several questions about evaluating $\int_0^\infty\frac{\sin x}{x}\,dx$, which seems not to be very related to the one here. See for instance Evaluating the integral $\int_0^\infty \frac{\sin x} x \,\mathrm dx = \frac \pi 2$?
How can I prove (1)?

Actually $$ \mathcal{J}=\int_{0}^{+\infty}\frac{\sin^2 x}{x^2-\pi^2} = \color{red}{0}. $$ Indeed by parity $$ \mathcal{J}=\frac{1}{4}\int_{-\infty}^{+\infty}\frac{1-\cos(2x)}{x^2-\pi^2}\,dx =\frac{1}{4}\text{Re}\int_{-\infty}^{+\infty}\frac{1-e^{2ix}}{x^2-\pi^2}\,dx$$ and the meromorphic function $\frac{1-e^{2ix}}{x^2-\pi^2}$ fulfills the ML lemma and it is actually holomorphic.
By considering a semicircle contour in the upper half-plane, centered at the origin, having radius $R\to +\infty$ and with two small bulges (with radius $\varepsilon\to 0^+$) around $x=-\pi$ and $x=\pi$, it turns out that the original integral equals one fourth of the real part of the residue of some function... at no point!
Non-believers may try the Mathematica $\text{NIntegrate}$ command, or the alternative, more real-analytic approach
$$ \sum_{k\geq 0}\frac{1}{(x+k\pi)^2-\pi^2} = \frac{\pi-2x}{\pi x (\pi-x)}\quad\Longrightarrow\quad \mathcal{J}=\int_{0}^{\pi}\underbrace{\frac{\pi-2x}{2\pi x(\pi-x)}\sin^2(x)}_{\text{odd with respect to }x=\frac{\pi}{2}}\,dx = 0.$$
Curious bug of WA, the lesson probably is do not trust machines too much.