Your teacher is mistaken. There is a well-established and universal convention about the meaning of an expression like $$2^{2^{2^3}}$$it is always understood to mean $$2^{\left(2^\left(2^3\right)\right)} =2^{2^8} = 2^{256}$$ People can and do write expressions like these. For example this paper, "Analog of the Skewes Number for Twin Primes", by Marek Wolf, contains the expressions $$10^{10^{10^{10^3}}}\qquad\text{and}\qquad 10^{10^{529.7}}$$on the first page, with no further explanation. Similarly "Some Rapidly Growing Functions" by Craig Smoryński has $$10^{10^{10^{34}}} < e^{e^{e^{e^{4.369}}}}$$ and similar expressions. (I picked these two papers arbitrarily; they were the first two hits in Google Scholar for "Skewes' Number".)
There is a good reason for the convention about what $a^{b^c}$ means: $a^{b^c}$ could be understood as either $a^\left({b^c}\right)$ or as $\left(a^b\right)^c$. But
if it were understood as $\left(a^b\right)^c$, one would never need to write $a^{b^c}$, since it would be equal to $a^{bc}$. So it is always understood as
$a^\left({b^c}\right)$.
Nobody ever writes $$\sqrt[\sqrt{2^3}]2$$ even though its meaning is clear. Partly this is because it would have been difficult to typeset with old-fashioned metal type, so there is a tradition of expressing this differently. And partly it is because it looks bad.
Since by definition, $$\sqrt[a]b = b^{1/a},$$ one would almost always write something like $$(2^{1/2})^{1/2^{3/2}}$$ instead, at which point it would become clear that the expression could be simplified to $$2^{(1/2)(1/2^{3/2})} = 2^{1/2^{5/2}} = 2^{2^{-5/2}}.$$ Good notation enables and encourages this sort of simplification; bad notation obscures and impedes it.