Considering this question: Is value of $\pi = 4$?
I can intuitively see that when the number of sides of a regular polygon inscribed in a circle increases, its perimeter gets closer to the perimeter of the circle. This is the way Archimedes approximated $\pi$.
However, the slope of the tangent at almost every every point of the circle differs from the slope of the tangent to the polygon. This was basically why $\pi \neq 4$. Actually, only finite number of slopes coincide.
Then how do we make sure that the limit is $\pi$?
Thanks.
The reason why we know the Archimedean approximation works when we also know the 'troll' (rectilinear) approximation doesn't is because the Archimedean approach approximates not just the position of the curve but also its direction.
The rectilinear example shows that some information above and beyond just the position is necessary; we know that directional information is sufficient, in essence, because we can define the arc length using the directional information (more specifically, using the derivatives of the curve): if $\mathbf{f}(t) = \langle f_x(t), f_y(t)\rangle$ is a planar curve, then the arc length of a segment from $t=a$ to $t=b$ is given by the integral $$L=\int_a^b\left|\mathbf{f}'(t)\right|dt = \int_a^b\sqrt{\left(\frac{df_x(t)}{dt}\right)^2+\left(\frac{df_y(t)}{dt}\right)^2}\ dt$$
which depends on the direction of the curve, but also clearly only depends on that information.